Zofia Chajdaś, Martyna Kucharska, Aleksandra Wesełucha-Birczyńska
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In the case of monitoring the synthesis, the best method turned out to be UV–Vis spectroscopy, combined with the possibility of two-dimensional correlation spectroscopy (2D-COS), which enabled the identification of peaks characteristic of the interactions of the cinchonine quinoline ring with metal ions. In turn, the obtained Raman spectra showed shifts of individual bands and changes in their intensity, and 2D-COS showed the sequence of formation of individual interactions, which confirmed the formation of cinchonine compounds with metals. ATR FT-IR also allowed us to compare the spectra of the substrates used in the synthesis with the crystallized compounds and thus confirm the formation of the expected compounds. Bands characteristic of π–π-stacking interactions between the quinoline ring and the tetrapyrrole ring of hematoporphyrin IX were also observed. 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引用次数: 0
摘要
金鸡纳树碱是一种喹啉生物碱,以其抗疟特性而闻名。由于使用金属离子与生物碱的化合物具有优势,因此我们合成了一种铜(II)与金鸡宁的化合物,并合成了一种镉(II)与金鸡宁的化合物以作比较。在合成过程中,研究了金属离子与金鸡纳树碱之间新出现的相互作用。结晶后,研究了所获化合物如何与血液成分模型--血卟啉 IX 发生相互作用。研究中使用了紫外-可见(UV-Vis)光谱、拉曼光谱和衰减全反射傅立叶变换红外光谱(ATR FT-IR)。在监测合成过程方面,最佳方法是紫外可见光谱法,该方法结合了二维相关光谱法(2D-COS),能够识别金鸡纳喹啉环与金属离子相互作用的特征峰。反过来,所获得的拉曼光谱显示了单个波段的移动及其强度的变化,而二维相关光谱则显示了单个相互作用的形成顺序,这证实了金鸡纳类化合物与金属的形成。通过 ATR 傅立叶变换红外光谱,我们还可以比较合成中使用的底物与结晶化合物的光谱,从而确认预期化合物的形成。我们还观察到了血卟啉 IX 的喹啉环和四吡咯环之间的 π-π-stacking 相互作用的特征带。观察到的与模型血液成分的相互作用可能对设计抗疟治疗药物非常重要。
Two-Dimensional Correlation Spectroscopy (2D-COS) Tracking of the Formation of Selected Transition Metal Compounds Cu(II) and Cd(II) With Cinchonine and Their Impact on Model Components of Erythrocytes
Cinchonine is a quinoline alkaloid known for its antimalarial properties. Due to the advantages of using compounds of metal ions with alkaloids, a copper(II) compound with cinchonine was synthesized, and, for comparative purposes, a cadmium(II) compound with cinchonine. During the synthesis, the emerging interactions between the metal ion and cinchonine were studied. After crystallization, it was examined how the obtained compounds would interact with the model blood component, hematoporphyrin IX. Ultraviolet–visible (UV–Vis) spectroscopy, Raman spectroscopy, and attenuated total reflection Fourier transform infrared spectroscopy (ATR FT-IR) were used in the study. In the case of monitoring the synthesis, the best method turned out to be UV–Vis spectroscopy, combined with the possibility of two-dimensional correlation spectroscopy (2D-COS), which enabled the identification of peaks characteristic of the interactions of the cinchonine quinoline ring with metal ions. In turn, the obtained Raman spectra showed shifts of individual bands and changes in their intensity, and 2D-COS showed the sequence of formation of individual interactions, which confirmed the formation of cinchonine compounds with metals. ATR FT-IR also allowed us to compare the spectra of the substrates used in the synthesis with the crystallized compounds and thus confirm the formation of the expected compounds. Bands characteristic of π–π-stacking interactions between the quinoline ring and the tetrapyrrole ring of hematoporphyrin IX were also observed. Observed interaction with a model blood component may be important when designing drugs for antimalarial therapy.
期刊介绍:
Applied Spectroscopy is one of the world''s leading spectroscopy journals, publishing high-quality peer-reviewed articles, both fundamental and applied, covering all aspects of spectroscopy. Established in 1951, the journal is owned by the Society for Applied Spectroscopy and is published monthly. The journal is dedicated to fulfilling the mission of the Society to “…advance and disseminate knowledge and information concerning the art and science of spectroscopy and other allied sciences.”